For sale

$699,900

2244 Benefit Rd, Chesapeake, VA 23322

4beds

2,300sqft

Est.:

Single Family Residence

Built in 1985

6 Acres Lot

$695,500 Zestimate^®

$304/sqft

$-- HOA

What's special

Major updatesBrand-new roofProtected viewsNew hvac system

Welcome to 2244 Benefit Road in Chesapeake—a rare opportunity to own 6 private acres with the freedom of A-1 zoning and all the charm of country living, just minutes from city conveniences. This 2,300 sq ft home offers space, versatility, and major updates including a brand-new roof and new HVAC system for peace of mind. Bring your horses, cows, chickens and create the lifestyle you’ve been dreaming of—farmette, homestead, or private retreat. Bordered by a nature preserve, you’ll enjoy protected views and no future development behind you. The acreage, privacy, and agricultural zoning make this one stand out among Chesapeake homes for sale. Room to garden, ride, entertain, or simply enjoy wide open space under the stars. If you’ve been searching for homes with land in Chesapeake, horse property, or a unique rural escape with modern comfort, this is the one. Rarely does acreage, freedom, and location come together like this!

19 hours

659

52

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Heating

Forced Air

Cooling

Central Air, Heat Pump

Appliances

Included: 220 V Elec, Dishwasher, Microwave, Electric Range, Electric Water Heater
Laundry: Dryer Hookup, Washer Hookup

Features

Flooring: Carpet, Ceramic Tile, Laminate/LVP
Basement: Crawl Space
Has fireplace: No

Interior area

Total interior livable area: 2,300 sqft

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 2
Parking features: Garage Att 2 Car, Off Street, Driveway
Attached garage spaces: 2
Has uncovered spaces: Yes

Features

Stories: 2
Exterior features: Dog Run
Pool features: Above Ground
Fencing: Back Yard,Other,Fenced
Has view: Yes
View description: Trees/Woods
Waterfront features: Not Waterfront

Lot

Size: 6 Acres

Details

Parcel number: 0940000000400

Construction

Type & style

Home type: SingleFamily
Architectural style: Transitional
Property subtype: Single Family Residence

Materials

Vinyl Siding
Roof: Asphalt Shingle

Condition

New construction: No
Year built: 1985

Utilities & green energy

Sewer: Septic Tank
Water: Well

Community & HOA

Community

Subdivision: Pleasant Grove

HOA

Has HOA: No

Location

Region: Chesapeake

Financial & listing details

Price per square foot: $304/sqft
Tax assessed value: $615,500
Annual tax amount: $6,217
Date on market: 4/28/2026

Estimated market value

$695,500

$661,000 - $730,000

$2,845/mo

Price history

Price history is unavailable.

Public tax history

Year	Property taxes	Tax assessment
2025	$6,217 +4.6%	$615,500 +4.6%
2024	$5,943 +9.1%	$588,400 +9.1%
2023	$5,445 +7%	$539,100 +11.2%
2022	$5,088 +25.7%	$484,600 +25.7%
2021	$4,049	$385,600 +0.3%
2020	--	$384,500 +13%
2019	$3,573 +2.7%	$340,300 +2.7%
2018	$3,479 +0.9%	$331,300 +0.9%
2017	$3,449 +0%	$328,500
2016	$3,449	$328,500
2015	$3,449	$328,500
2014	$3,449 0%	$328,500
2013	$3,449	$328,500
2012	$3,449 -4.4%	$328,500 -4.4%
2011	$3,607 -4.2%	$343,500 -4.2%
2010	$3,764 -9.1%	$358,500 -9.1%
2009	$4,139	$394,200
2008	$4,139 -0.6%	$394,200 +0.4%
2007	$4,163 +22.3%	$392,700 +28.1%
2006	$3,403 +48.1%	$306,600 +70.8%
2004	$2,298 +13.5%	$179,500 +11.7%
2003	$2,025 +8.9%	$160,700 +8.9%
2002	$1,860 +8%	$147,600 +8%
2001	$1,722	$136,700